Physcion

CAS# 521-61-9

Physcion

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Quality Control of Physcion

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Chemical structure

Physcion

3D structure

Chemical Properties of Physcion

Cas No. 521-61-9 SDF Download SDF
PubChem ID 10639 Appearance Yellow-orange powder
Formula C16H12O5 M.Wt 284.3
Type of Compound Anthraquinones Storage Desiccate at -20°C
Synonyms 1,8-Dihydroxy 6-methoxy 3-methylanthraquinone; Emodin 3-methyl ether; 6-Methoxychrysophanic acid; 6-O-Methylemodin; Parietin; Rheochrysidin
Solubility DMSO : 5 mg/mL (17.59 mM; Need ultrasonic and warming)
H2O : < 0.1 mg/mL (insoluble)
Chemical Name 1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
SMILES CC1=CC(=C2C(=C1)C(=O)C3=CC(=CC(=C3C2=O)O)OC)O
Standard InChIKey FFWOKTFYGVYKIR-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Physcion

1 Fallopia sp. 2 Harungana sp. 3 Polygonum sp. 4 Rhamnus sp. 5 Rheum sp.

Biological Activity of Physcion

DescriptionPhyscion shows cytotoxic effect on human cervical carcinoma HeLa cells and its apoptosis induction in HeLa cells was investigated by the expressions of p53, p21, Bax, Bcl-2, caspase-9, and caspase-3 proteins. Physcion controls powdery mildew mainly through changing the expression of defence-related genes, and especially enhancing expression of leaf-specific thionin in barley leaves.
TargetsBcl-2/Bax | Caspase | p53 | ROS | CDK | c-Myc | p21
In vitro

Physcion from marine-derived fungus Microsporum sp. induces apoptosis in human cervical carcinoma HeLa cells.[Pubmed: 24071573]

Microbiol Res. 2014 Apr;169(4):255-61.

Recently, the relationship between apoptosis and cancer has been emphasized and the induction of apoptosis is recognized as one of the key mechanisms of anti-cancer agents. Marine-derived fungi are valuable sources of structurally diverse bioactive anticancer agents.
METHODS AND RESULTS:
In the present study, a marine-derived fungus, Microsporum sp. was cultured and an anthraquinone derivative, Physcion (11.8 mg) was isolated from the culture broth extract (1710 mg). Physcion has shown cytotoxic effect on human cervical carcinoma HeLa cells and its apoptosis induction in HeLa cells was investigated by the expressions of p53, p21, Bax, Bcl-2, caspase-9, and caspase-3 proteins. The Western blot analysis has revealed that Physcion could significantly induce cell apoptosis through down-regulating of Bcl-2 expression, up-regulating of Bax expression, and activating the caspase-3 pathway. Furthermore, Physcion induced the formation of reactive oxygen species (ROS) in HeLa cells.
CONCLUSIONS:
Collectively, these results suggest that Physcion could be a potential candidate in the field of anticancer drug discovery against human cervical cancer.

Physcion, a natural anthraquinone derivative, enhances the gene expression of leaf-specific thionin of barley against Blumeria graminis.[Pubmed: 20205209 ]

Pest Manag Sci. 2010 Jul;66(7):718-24.

Physcion is a key active ingredient of the ethanol extract from roots of Chinese rhubarb (Rheum officinale Baill.) that has been commercialised in China for controlling powdery mildews. The biological mechanism of action of Physcion against the barley powdery mildew pathogen was studied using bioassay and microarray methods.
METHODS AND RESULTS:
Bioassay indicated that Physcion did not directly affect conidial germination of Blumeria graminis Speer f. sp. hordei Marchal, but significantly inhibited conidial germination in vivo. Challenge inoculation indicated that Physcion induced localised resistance rather than systemic resistance against powdery mildew. Gene expression profiling of Physcion-treated barley leaves detected four upregulated and five downregulated genes (ratio >or= 2.0 and P-value < 0.05) by using an Affymetrix Barley GeneChip. The five upregulated probe sequences blasted to the same barley leaf-specific thionin gene, with significant changes varying from 4.26 to 19.91-fold. All downregulated genes were defence-related, linked to peroxidase, oxalate oxidase, bsi1 protein and a pathogenesis-related protein. These changes varied from - 2.34 to - 2.96. Quantitative real-time PCR data confirmed that Physcion enhanced the gene expression of leaf-specific thionin of barley.
CONCLUSIONS:
Results indicated that Physcion controls powdery mildew mainly through changing the expression of defence-related genes, and especially enhancing expression of leaf-specific thionin in barley leaves.

Protocol of Physcion

Kinase Assay

Induction of Cell Cycle Arrest and Apoptosis by Physcion, an Anthraquinone Isolated From Rhubarb (Rhizomes of Rheum tanguticum), in MDA-MB-231 Human Breast Cancer Cells.[Pubmed: 25574462]

J Cancer Prev. 2014 Dec;19(4):273-8.

Physcion is an anthraquinone from rhubarb (rhizomes of Rheum tanguticum) and has been reported to have anti-inflammatory, hepatoprotective, antifungal, and anti-cancer activities. However, the growth inhibitory activity against human cancer cells and the underlying molecular mechanisms have been poorly determined. This study was designed to investigate the anti-proliferative activity of Physcion by induction of cell cycle arrest and apoptosis in human MDA-MB-231 triple negative breast cancer cell line.
METHODS AND RESULTS:
MDA-MB-231 cells were treated with Physcion, and the anti-proliferative activity was evaluated by the sulforhodamine B assay. The mechanisms of action for the growth inhibitory activity of Physcion were evaluated by flow cytometry for cell cycle distribution, and by Western blot for the assessment of potential target proteins. Physcion showed a significant anti-proliferative activity against MDA-MB-231 human breast cancer cells. Flow cytometric analysis indicated that Physcion markedly induced the accumulation of cells in the G0/G1 phase and the increase of cell population in the sub-G1 phase. The G0/G1 cell cycle arrest by Physcion was associated with the down-regulation of Cyclin D1, Cyclin A, CDK4, CDK2, c-Myc and phosphorylated Rb protein expressions. The increase of sub-G1 peak by Physcion was closely correlated with the induction of apoptosis, which was confirmed by the induction of cleaved poly-(adenosine diphosphate ribose) polymerase, activation of Caspases, and suppression of Bid and Bcl-2 expression.
CONCLUSIONS:
The induction of G0/G1 cell cycle arrest and apoptosis might be one of the plausible mechanisms of actions for the anti-proliferative activity of Physcion in human breast cancer cells.

Physcion Dilution Calculator

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Preparing Stock Solutions of Physcion

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5174 mL 17.5871 mL 35.1741 mL 70.3482 mL 87.9353 mL
5 mM 0.7035 mL 3.5174 mL 7.0348 mL 14.0696 mL 17.5871 mL
10 mM 0.3517 mL 1.7587 mL 3.5174 mL 7.0348 mL 8.7935 mL
50 mM 0.0703 mL 0.3517 mL 0.7035 mL 1.407 mL 1.7587 mL
100 mM 0.0352 mL 0.1759 mL 0.3517 mL 0.7035 mL 0.8794 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Physcion

Physcion from marine-derived fungus Microsporum sp. induces apoptosis in human cervical carcinoma HeLa cells.[Pubmed:24071573]

Microbiol Res. 2014 Apr;169(4):255-61.

Recently, the relationship between apoptosis and cancer has been emphasized and the induction of apoptosis is recognized as one of the key mechanisms of anti-cancer agents. Marine-derived fungi are valuable sources of structurally diverse bioactive anticancer agents. In the present study, a marine-derived fungus, Microsporum sp. was cultured and an anthraquinone derivative, Physcion (11.8 mg) was isolated from the culture broth extract (1710 mg). Physcion has shown cytotoxic effect on human cervical carcinoma HeLa cells and its apoptosis induction in HeLa cells was investigated by the expressions of p53, p21, Bax, Bcl-2, caspase-9, and caspase-3 proteins. The Western blot analysis has revealed that Physcion could significantly induce cell apoptosis through down-regulating of Bcl-2 expression, up-regulating of Bax expression, and activating the caspase-3 pathway. Furthermore, Physcion induced the formation of reactive oxygen species (ROS) in HeLa cells. Collectively, these results suggest that Physcion could be a potential candidate in the field of anticancer drug discovery against human cervical cancer.

Induction of Cell Cycle Arrest and Apoptosis by Physcion, an Anthraquinone Isolated From Rhubarb (Rhizomes of Rheum tanguticum), in MDA-MB-231 Human Breast Cancer Cells.[Pubmed:25574462]

J Cancer Prev. 2014 Dec;19(4):273-8.

BACKGROUND: Physcion is an anthraquinone from rhubarb (rhizomes of Rheum tanguticum) and has been reported to have anti-inflammatory, hepatoprotective, antifungal, and anti-cancer activities. However, the growth inhibitory activity against human cancer cells and the underlying molecular mechanisms have been poorly determined. This study was designed to investigate the anti-proliferative activity of Physcion by induction of cell cycle arrest and apoptosis in human MDA-MB-231 triple negative breast cancer cell line. METHODS: MDA-MB-231 cells were treated with Physcion, and the anti-proliferative activity was evaluated by the sulforhodamine B assay. The mechanisms of action for the growth inhibitory activity of Physcion were evaluated by flow cytometry for cell cycle distribution, and by Western blot for the assessment of potential target proteins. RESULTS: Physcion showed a significant anti-proliferative activity against MDA-MB-231 human breast cancer cells. Flow cytometric analysis indicated that Physcion markedly induced the accumulation of cells in the G0/G1 phase and the increase of cell population in the sub-G1 phase. The G0/G1 cell cycle arrest by Physcion was associated with the down-regulation of Cyclin D1, Cyclin A, CDK4, CDK2, c-Myc and phosphorylated Rb protein expressions. The increase of sub-G1 peak by Physcion was closely correlated with the induction of apoptosis, which was confirmed by the induction of cleaved poly-(adenosine diphosphate ribose) polymerase, activation of Caspases, and suppression of Bid and Bcl-2 expression. CONCLUSIONS: The induction of G0/G1 cell cycle arrest and apoptosis might be one of the plausible mechanisms of actions for the anti-proliferative activity of Physcion in human breast cancer cells.

Physcion, a natural anthraquinone derivative, enhances the gene expression of leaf-specific thionin of barley against Blumeria graminis.[Pubmed:20205209]

Pest Manag Sci. 2010 Jul;66(7):718-24.

BACKGROUND: Physcion is a key active ingredient of the ethanol extract from roots of Chinese rhubarb (Rheum officinale Baill.) that has been commercialised in China for controlling powdery mildews. The biological mechanism of action of Physcion against the barley powdery mildew pathogen was studied using bioassay and microarray methods. RESULTS: Bioassay indicated that Physcion did not directly affect conidial germination of Blumeria graminis Speer f. sp. hordei Marchal, but significantly inhibited conidial germination in vivo. Challenge inoculation indicated that Physcion induced localised resistance rather than systemic resistance against powdery mildew. Gene expression profiling of Physcion-treated barley leaves detected four upregulated and five downregulated genes (ratio >or= 2.0 and P-value < 0.05) by using an Affymetrix Barley GeneChip. The five upregulated probe sequences blasted to the same barley leaf-specific thionin gene, with significant changes varying from 4.26 to 19.91-fold. All downregulated genes were defence-related, linked to peroxidase, oxalate oxidase, bsi1 protein and a pathogenesis-related protein. These changes varied from - 2.34 to - 2.96. Quantitative real-time PCR data confirmed that Physcion enhanced the gene expression of leaf-specific thionin of barley. CONCLUSION: Results indicated that Physcion controls powdery mildew mainly through changing the expression of defence-related genes, and especially enhancing expression of leaf-specific thionin in barley leaves.

Description

Physcion (Parietin) is an anthraquinone isolated from traditional Chinese medicine Radix et Rhizoma Rhei, acts as an inhibitor of 6-phosphogluconate dehydrogenase, with an IC50 and a Kd of 38.5 μM and 26.0 μM, respectively. Physcion (Parietin) exhibits laxative, hepatoprotective, anti-inflammatory, anti-microbial, anti-proliferative and anti-tumor effects.

Keywords:

Physcion,521-61-9,1,8-Dihydroxy 6-methoxy 3-methylanthraquinone; Emodin 3-methyl ether; 6-Methoxychrysophanic acid; 6-O-Methylemodin; Parietin; Rheochrysidin,Natural Products, buy Physcion , Physcion supplier , purchase Physcion , Physcion cost , Physcion manufacturer , order Physcion , high purity Physcion

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